Complementary anion binding by bidentate boron-containing Lewis acids

Coombs, Natalie D.; Aldridge, Simon; Wiltshire, Gavin; Kays, Deborah L.; Bresner, Christopher; Ooi, Li‐ling

doi:10.1016/j.jorganchem.2005.01.015

Cited by 14 publications

(15 citation statements)

References 55 publications

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“…The B–O distances are in a range of 139.9(5)–142.6(5) pm and in good agreement with B–O in [Ph 3 PNPPh 3 ][B 2 O(C 6 H 4 O 2 ) 2 (OAc)] (137.5–161.7 pm) and [C 6 H 11 N 2 ][B 5 H 4 O 10 ] (135.7–147.4 pm) . The B–N distances are from 161.2(6) to 163.1(6) pm and consistent with related B–N distances in C 32 H 34 B 2 N 2 O 4 (161.6 pm) and C 34 H 38 B 2 N 2 O 2 (159.0–163.6 pm) .…”

Section: Resultssupporting

confidence: 53%

Unexpected Dimeric Spiro‐Borate Complexes from Lewis‐Acid Induced Transformation of Oxalatoborates

Zottnick

Sorg

Sprenger

et al. 2016

Zeitschrift anorg allge chemie

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Oxalatoborates were transformed into dimeric spiro‐borate complexes by abstraction of oxalate ligands by Lewis acidic lanthanide trichlorides. Oxalatoborates with different anions and cations were investigated containing either bis‐oxalatoborate or catecholato‐oxalatoborate anions and lithium as well as EMIM (1‐ethyl‐3‐methyl‐imidazolium) and BMIM cations (1‐n‐butyl‐3‐methyl‐imidazolium) from the respective ionic liquids (ILs). Depending on the amount of oxalate groups and the different cations, the oxalate groups are partly or fully abstracted and transferred to the lanthanides. The reaction of anhydrous PrCl3 with Li[B(C6H4O2)(C2O4)] (lithium catecholato‐oxalatoborate = Li[Catbox]) in pyridine (py) led to a conversion of the borate anion to the complex [B2O(C6H4O2)(py)4][PrCl5(py)] (1). The use of the ILs [EMIM][Catbox] and [BMIM][Catbox] indicates complete transfer of the oxalate groups to the lanthanide ions in reactions with lanthanide chlorides and nitrates yielding the well‐known lanthanide oxalates Ln2(C2O4)3·10H2O (Ln = La, Eu). In contrast, the reaction of anhydrous YCl3 with Li[B(C2O4)2] (lithium bis‐oxalatoborate = Li[BOB]) in N,N‐dimethylformamide (dmf) results in the formation of [B2O(C2O4)2(dmf)2] (2). Transfer of one oxalate group per boron onto the yttrium ion is revealed by the formation of the one‐dimensional coordination polymer ∞1[LiYCl2(C2O4)(dmf)3] (3) as additional product. The products were characterized by single‐crystal X‐ray diffraction as well as powder X‐ray diffraction, IR spectroscopy and elemental analysis.

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Section: Resultssupporting

confidence: 53%

Unexpected Dimeric Spiro‐Borate Complexes from Lewis‐Acid Induced Transformation of Oxalatoborates

Zottnick

Sorg

Sprenger

et al. 2016

Zeitschrift anorg allge chemie

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“…Chiral borates have also been used as Lewis acidic catalysts for stereoselective Diels-Alder reactions [10]. Furthermore, two-point Lewis acidic compounds also find utility as anion binding agents [11,12].…”

Section: Introductionmentioning

confidence: 99%

Binuclear Salan borate compounds with three-coordinate boron atoms

Mitra

Harvey

Proffitt

et al. 2006

Journal of Organometallic Chemistry

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“…Efforts to obtain solid state structural support for the assignment of pyroborate 6 were thwarted by the fact that 6 is not crystalline. In this regard, we were drawn to a report by Aldridge and coworkers who were able to structurally characterize a bis-Lewis base adduct of a simple pyroborate and acetate ion 3. In the procedure for the generation of 6 shown in Scheme 1, the excess B(OPh) 3 is not removed under high vacuum.…”

mentioning

confidence: 99%

Evidence for a Boroxinate Based Brønsted Acid Derivative of VAPOL as the Active Catalyst in the Catalytic Asymmetric Aziridination Reaction

Huang

et al. 2009

J. Am. Chem. Soc.

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Studies are described that were designed to determine the structure of the active catalyst in the asymmetric catalytic aziridination of imines with ethyl diazoacetate (AZ reaction). Evidence suggests that the active catalyst contains a boroxine ring in which one of the three boron atoms is spiro-fused with the two phenol groups of the VAPOL ligand. (11)B and (1)H NMR evidence supports the boroxinate structure B in which the counterion to the boroxinate is the protonated form of the imine. The boroxinate structure is also supported by two solid state structures of a VAPOL boroxinate in which the gegen cation is tetramethyl ammonium and 4-dimethylaminopyridinium.

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Complementary anion binding by bidentate boron-containing Lewis acids

Cited by 14 publications

References 55 publications

Unexpected Dimeric Spiro‐Borate Complexes from Lewis‐Acid Induced Transformation of Oxalatoborates

Unexpected Dimeric Spiro‐Borate Complexes from Lewis‐Acid Induced Transformation of Oxalatoborates

Binuclear Salan borate compounds with three-coordinate boron atoms

Evidence for a Boroxinate Based Brønsted Acid Derivative of VAPOL as the Active Catalyst in the Catalytic Asymmetric Aziridination Reaction

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